
Family-friendly holiday rentals in Oakville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oakville
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cozy apartment with Free Parking !
Centrally located prime location near buss, highway, parks, shopping, groceries, restaurants and movie theater. Minutes from major highway QEW, 35 min drive to Toronto and Airport. It is spacious, 2 level split apartment. Washroom and bedroom on the upper level. TV & Kitchen on the lower level. Kitchen is equipped with fridge, pots, microwave, toaster, air fryer, utensils, coffee maker. Smart TV, Netflix, Wifi, Parking, Private lawndry are all included. Not permitted: pets, smoking, parties.

Condo Style Basement in Oakville (Walk Up)
Looking for a cozy and comfortable place to stay during your next vacation or business trip? This spacious and stylish Airbnb accommodates up to 6 guests! Our beautiful space features everything you need to feel right at home! This condo style basement apartment is located in Oakville, one of Ontario’s most desirable neighbourhoods. 2 bedrooms with walk in closets 2 full bathrooms Sofa-come bed Contemporary chef kitchen (including utensils ) TV with Disney Plus and Netflix Dryer and washers

Luxury Stay w/phenomenal view!
Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

Cozy Guest Suit in Mississauga
Experience a stylish stay at this well-located spot. The Seprate ground-level 1BR, 1WR, Living and Kitchenette, Along with 1 parking unit is designed for guest privacy and offers easy access to everything. Close to bus stop for Square One, and Cooksville GO station for downtown Toronto. Near the airport and highways, just a 20-minute drive to downtown (non-rush hour). Enjoy proximity to shops and restaurants, between Square One & Sherway Gardens Mall. There are no live TV Channels on the TV.

Bright, Spacious, Quiet 2 bedroom - Licensed
Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

Luxury Guest Suite
Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior with natural light flooding through large windows. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

One bedroom Apt. ( 2 storeys unit ) in Mississauga
You will love this one bedroom self-contained 2 storeys unit with separated entrance near Square One mall in downtown Mississauga and 15 minutes to Pearson Airport, easy access to highway 401 and highway 403 and close to all amenities. Modern design bright & spacious with beautiful and private view. Enjoy with free high speed Wi-Fi & 43" tv Netflix available, one parking spot side by side , all included. Quiet neighborhood. - Sorry No party, No smoking, Filming nor Event Stay.

Cozy Modern Studio in Oakville | Free Parking
Welcome to your perfect retreat - an oasis for 1-2 guests seeking ultimate comfort. Enjoy seamless connectivity with WiFi, Netflix, and a luxurious Queen bed. Experience the essence of home in our inviting, modern basement studio. With a full kitchenette, in-unit laundry, and lots of storage. This modern unit is ideally situated in a serene, safe neighborhood in Oakville, steps from public transit, close to various amenities like restaurants, malls and trails

Animal Lovers Dream! Barn Loft in Burlington
Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

Elegant 2BR townhouse condo in central Oakville
Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.

Arcade Bar For 2
This basement apartment is the getaway you've been waiting for! ✅ Pool table ✅ Bar ✅ Arcade ✅ Cozy bedroom ✅ Large Soaker tub(no jets) Should I go on? Hours of fun for a night-in or a cool place to stay on a trip through town. Whatever your journey, let us be the destination. 🧳🛸🛎 Share our home and experience an unforgettable stay! 🎮🎱🍹 The suite is a fully private apartment that sleeps 2 and is not suitable for events.

Cozy Oakville Oasis | Modern & Peaceful Stay
Enjoy a peaceful stay in this stylish apartment near Saw Whet Golf Club and beautiful Bronte Creek Provincial Park. 3 min from the QEW, Bright, open-concept living space, full kitchen, private balcony, high-speed WiFi, and free parking. Just a short drive to Bronte Village with its waterfront trails, cafes, and shops. Ideal for couples, solo travelers, or business guests seeking comfort and convenience in Oakville.
Popular amenities for Oakville family-friendly rentals
Family-friendly home rentals with a hot tub

Hollis Haven

Waterfront Hillside Villa

Beautiful Penthouse with Breathtaking View

Country Getaway in Puslinch

The Barn-Fieldstone Suite

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

Large Luxury Villa with Swim Spa! Near downtown!

Vineyard Sunset House | Views | Hot Tub | Sauna
Family- and pet-friendly home rentals

Newly renovated, homely 2 bedroom suite

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

Farmview Sunset Cabin

Somerset Cottage at West Avenue Cider House

Private 1-br Apartment: Your Secluded Getaway!

Your Own Suite-Moderncharm Hideaways Near TorAirp

Lakeview Oasis: EV Charger, Fire Pit, Sunset View

Adorable 1-Bedroom Basement Apartment in Hamilton
Family-friendly home rentals with a pool

Alpaca farm stay and bunkie getaway.

The Homelands Suite, 2 Bedroom with Pool.

4BR-Year-Round Heated Pool & Hot Tub Family Oasis

The Penty: Luxurious Penthouse with Pool, Hot Tub

The Fort York Flat

Stylish Basement Hideaway*1 BR Suite*Near Lake

Humber Bay Family Friendly condo w Terrace&Parking

Bright, spacious luxury basement apartment
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 NZD | $209 NZD | $214 NZD | $226 NZD | $240 NZD | $256 NZD | $279 NZD | $289 NZD | $249 NZD | $239 NZD | $235 NZD | $246 NZD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Oakville

Total holiday rentals
Explore 450 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 8,950 verified reviews to help you choose

Pet-friendly accommodation
Find 160 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
440 of Oakville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Oakville rentals

4.8 Average rating
Oakville stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Halton
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Bay Station
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Casino Niagara




